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Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction
The direct esterification reaction between 3-mercaptopropionic acid (3-MPA) and trimethylolpropane (TMP) was conducted in the presence of various catalyst concentrations of p-toluenesulfonic acid (p-TSA) to examine the optimized synthetic conditions needed to produce high-purity trimethylolpropane-t...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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The Royal Society of Chemistry
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9042355/ https://www.ncbi.nlm.nih.gov/pubmed/35497273 http://dx.doi.org/10.1039/d1ra05981e |
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author | Hong, Seung-Mo Kim, Oh Young Hwang, Seok-Ho |
author_facet | Hong, Seung-Mo Kim, Oh Young Hwang, Seok-Ho |
author_sort | Hong, Seung-Mo |
collection | PubMed |
description | The direct esterification reaction between 3-mercaptopropionic acid (3-MPA) and trimethylolpropane (TMP) was conducted in the presence of various catalyst concentrations of p-toluenesulfonic acid (p-TSA) to examine the optimized synthetic conditions needed to produce high-purity trimethylolpropane-tris(3-mercaptopropionate) (TMPMP). The purity of the desired TMPMP and uncompleted side-product reduced as the acid catalyst concentration in this esterification reaction increased while the generation of thioester-based side-product increased. The equivalent ratio between epoxy and the manufactured TMPMP was maintained at 1 : 1 to monitor the curing behavior of the thiol–epoxy click reaction using the DSC technique. The thermal features of the base-catalyzed TMPMP-cured epoxy resin were assessed according to the purity of the TMPMP curing agent. |
format | Online Article Text |
id | pubmed-9042355 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90423552022-04-28 Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction Hong, Seung-Mo Kim, Oh Young Hwang, Seok-Ho RSC Adv Chemistry The direct esterification reaction between 3-mercaptopropionic acid (3-MPA) and trimethylolpropane (TMP) was conducted in the presence of various catalyst concentrations of p-toluenesulfonic acid (p-TSA) to examine the optimized synthetic conditions needed to produce high-purity trimethylolpropane-tris(3-mercaptopropionate) (TMPMP). The purity of the desired TMPMP and uncompleted side-product reduced as the acid catalyst concentration in this esterification reaction increased while the generation of thioester-based side-product increased. The equivalent ratio between epoxy and the manufactured TMPMP was maintained at 1 : 1 to monitor the curing behavior of the thiol–epoxy click reaction using the DSC technique. The thermal features of the base-catalyzed TMPMP-cured epoxy resin were assessed according to the purity of the TMPMP curing agent. The Royal Society of Chemistry 2021-10-22 /pmc/articles/PMC9042355/ /pubmed/35497273 http://dx.doi.org/10.1039/d1ra05981e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Hong, Seung-Mo Kim, Oh Young Hwang, Seok-Ho Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction |
title | Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction |
title_full | Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction |
title_fullStr | Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction |
title_full_unstemmed | Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction |
title_short | Optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction |
title_sort | optimization of synthetic parameters of high-purity trifunctional mercaptoesters and their curing behavior for the thiol–epoxy click reaction |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9042355/ https://www.ncbi.nlm.nih.gov/pubmed/35497273 http://dx.doi.org/10.1039/d1ra05981e |
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